Amy
Small

Yes, you can quote the line from The Sandlot if it makes you happy.

Co-founder + CCO — WIN | WIN

creative and organizational triage

23 years in the industry

Available for consulting
01
What I do

Most organizations don't lose their creative edge all at once. It erodes quietly — until the work feels flat and the people closest to it have quietly stopped trying. I help the leaders who sense something has shifted figure out what's actually happening, and rebuild what's been lost.

02What the research says

Companies that prioritize creative culture don't just make better work — they measurably outperform. The gap between organizations that protect those conditions and ones that let them slide is real, measurable, and compounding.

76%

of companies with high creative scores report above-average revenue growth.

Source — McKinsey
31%

fewer than 1 in 3 employees feel engaged enough to bring their best thinking to work.

Source — Gallup, 2024
68%

of change efforts fail to land with the people they're meant to reach.

Source — Gartner, 2025

The conditions for great work don't maintain themselves. When they start to slip, so does everything downstream.

03The challenge

Most attempts to fix declining effort and creativity make the same two mistakes.

01

Diagnosing the wrong thing.

When creative energy drains, it's tempting to point at the team — the wrong people, the wrong dynamic, the wrong hire. But more often the problem is the conditions they're working within. You can change everyone in the room and still end up with the same result.

02

Reaching for a short-term fix to a long-term structural problem.

The training. The offsite. The facilitator who leaves everyone buzzing. The energy goes in. The room clears. Almost nothing structural moves. Not because the effort wasn't real — because short-term enthusiasm can't reach a long-term structural problem.

I find what's actually driving the gap between talent and outcomes and fix it at the root. Not with a feel-good offsite. Not with someone else's framework. With a clear diagnosis and structural change that outlasts the engagement.

04How I work

I'm not a coach, and I'm not a textbook consultant handing you someone else's framework. I've been inside corporate and nonprofit machines for decades — I intuitively know what "great" looks and feels like, and I work alongside your team to rebuild the conditions that hold long after I'm gone.

Fractional CCOOngoing
Organizational + culture consultingExecutive support
Leadership facilitation + working sessionsIn-person or remote
Speaking + keynotesInsight + ignition, not instant fixes
05Field experience
Now

Co-founder + CCO, WIN | WIN

Organizational design, partnership development, brand and creative leadership for a purpose-driven sports marketing agency turning NIL into a force for good.

Track record

20+ years in brand and creative leadership

  • EVP of Brand + Creative at a leading social impact agency
  • Managing Director of an employee healthcare advocacy firm
  • Group/Creative Director across independent and global holding-company agencies
Credentials

Research-backed practice

  • Certified Empathy Lab and ForumSpace Executive Leadership Facilitator
  • Trained in ORSC (Organization and Relationship Systems Coaching) and Trauma-Informed Leadership
  • Research practitioner investigating the impact of sustained high-demand environments on leaders' internal signals, capacities, and experiences
Recognition

Select awards + honors

  • Stevie Awards for Women in Business "Mentor of the Year"
  • Gold-level Bell Seal Certification from Mental Health America
  • Webbys, Effies, Shorties, and a Cannes Shortlist
06In their words
"Amy works at a level most consultants can't reach — she understands the creative process from the inside, and brings that same rigor to how organizations function."
Consulting client
"She has an uncanny ability to be a leader and also treats you as a peer."
Agency client director
"Having a morning call with Amy is like brain coffee and sets the tone for the rest of the day."
Senior creative team member

If you can feel the gap between where your team is and where they could be — let's talk.

No lengthy forms, just shoot me an email.

Start a conversation →
Amy Small
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